SPEAKEASY SECRETS: The Original Roaring ’20s Cocktail Crawl
Active
2h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Mobile or paper ticket accepted
About this experience
Explore the clandestine world of the 1920s with Nashville’s ORIGINAL Prohibition vintage cocktail crawl. Over two hours, visit four unique venues, from glamorous lounges to hidden hideaways, each serving authentic cocktails and sharing jaw-dropping true stories from the era. Your host will keep the energy high and the tales scandalous as you sip through this unforgettable experience. Perfect for bachelorettes, birthdays, couples, and history buffs, this tour puts a stylish spin on Nashville nightlife with an optional upgrade to a secret cigar lounge for the ultimate speakeasy finale.
● Discover four hidden bars with authentic 1920s cocktails
● Hear true Prohibition tales—no tourist-trap fluff
● Optional upgrade for access to an exclusive speakeasy cigar lounge
● Ideal for groups seeking a fun, stylish, one-of-a-kind night out
Available options
Gold Key Experience VIP Upgrad
Exclusive Bonus Speakeasy Stop: Unlock access to a hidden speakeasy cigar lounge—underworld vibes, hush-hush cocktails, and a night you’ll never forget.<br/>Duration: 40 minutes<br/>Cocktails, Food, even Cigars!: Enjoy vintage craft cocktails, food, even cigars, if your interested. Pay as you go so you can enjoy things just your way!
The Original Prohibition Cocktail Crawl: Speakeasy Secrets!
What's included
Stroll sin-soaked streets & hear shocking-but-true tales.
Join a Jazz Age–steeped guide: historian, toastmaster, ringleader!
Snap Insta-worthy shots in hidden nooks & glam spots.
Unlock “Gatsby Insider” discounts at our exclusive vintage venues.
Discover 4 hidden-gem, Prohibition-inspired bars & lounges.
Detailed itinerary
1
Stop 1
THE MEN’S QUARTER
Nashville’s most notorious playground — where the booze poured freely, the dice and the patrons could both be loaded, and the cops on the beat knew the word on the street... and looked the other way!
SMOKEY ROW
Once a blurry-eyed haze of cigars, fallen souls, and back-room brawls — the air thick with mischief, moonshine, and whispers you didn’t dare repeat.
THE INTERSECTION OF “SIN & SALVATION”
Where the shadows of church steeples fell across gin joints and hooch houses, and bells mingled with the calls from “Cat Houses.” Proof this town’s halos and highballs have always shared the same streets.
Walk these streets with us and you’ll begin to FEEL the echoes of the time — and maybe even the seductive pull a little sin can have for the saintly.
2
Dare to duck into Nashville’s most notorious back alley!
Step into history (and maybe a little trouble) in the legendary Printer’s Alley — where the hooch flowed, the jazz jumped, and the coppers knew to mind their own business.
By day, it was a hub for printing presses and bible-binding. But by night? A Prohibition playground for gangsters, politicians, and high-rollers slipping past the law for bootleg whiskey and hot music.
Today, the shadows still hum with speakeasy-style bars, sultry blues clubs, and hidden nooks that keep its glamorous, slightly scandalous spirit alive.
Walk here with us, and feel why Nashville’s legendary past — and its coolest locals — still choose this strip for nights a little edgier (and more historic) than Honky Tonk Row.
What's not included
Drinks & food – Pay as you go and ONLY buy what you want! Drinking is not required!
Tips – Usual 20% (~$11.60) IF you have the fun we hope you do!
Available languages
Guide guide
EN
Reviews breakdown
Viator
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Tripadvisor
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Important information
Wheelchair accessible
Infants and small children can ride in a pram or stroller
Service animals allowed
Public transportation options are available nearby
Transportation options are wheelchair accessible
All areas and surfaces are wheelchair accessible
Not recommended for pregnant travelers
Suitable for all physical fitness levels
Meeting point
Meet your host OUTSIDE the hotel — Look for someone with some Jazz-era flair — We're looking for you, too!
NOTE: Our 1:30 PM Tours, meet outside The Hotel Indigo/Countrypolitan (315 Union St)
HOT TIP: Arrive 20–30 minutes EARLY for pre-tour cocktails at exclusive “Gatsby Insider” pricing!
About Nashville
Nashville, the capital of Tennessee, is renowned as the heart of country music and a vibrant cultural hub. With its rich musical heritage, lively entertainment scene, and Southern charm, it offers a unique blend of history, music, and culinary delights.
Top Attractions
Country Music Hall of Fame and Museum
A must-visit for music lovers, this museum showcases the history of country music with exhibits, artifacts, and interactive displays.
Museum
2-3 hours
$27.95 (adults), $22.95 (seniors), $17.95 (children)
Ryman Auditorium
Known as the 'Mother Church of Country Music,' this iconic venue has hosted legendary performances and remains a key part of Nashville's music scene.
Historical/Entertainment
1-2 hours (tour), variable for performances
$25 (tour), varies for shows
Bicentennial Capitol Mall State Park
A beautiful outdoor park that honors Tennessee's history with monuments, walking paths, and scenic views of the State Capitol.
Historical/Park
1-2 hours
Free
Must-Try Local Dishes
Hot Chicken
Fried chicken coated in a spicy, cayenne pepper-infused oil, served with pickles and white bread.
Dinner
Not vegetarian or vegan
Meat and Three
A classic Southern meal consisting of a meat dish and three sides, such as collard greens, mac and cheese, and fried okra.
Lunch/Dinner
Vegetarian options available
Biscuits and Gravy
Fluffy biscuits smothered in creamy, savory sausage gravy.
Breakfast
Not vegetarian or vegan
Popular Activities
Hiking in Radnor Lake State Park
Kayaking on the Cumberland River
Spa day at The Hermitage Hotel
Picnic in Centennial Park
Visiting the Frist Art Museum
Attending a performance at the Schermerhorn Symphony Center
Boating on Percy Priest Lake
Ice skating at Bicentennial Capitol Mall State Park (seasonal)
Best Time to Visit
April to June, September to October
These months offer pleasant weather and are ideal for outdoor activities and festivals. The city is lively with music events and tourists.
15-30°C
59-86°F
Practical Information
Language
- Official: English
- Widely spoken: Spanish
- English: Widely spoken
Currency
US Dollar (USD)
Time Zone
GMT-6 (Central Time Zone)
Electricity
120VV, 60HzHz
Safety Information
Overall Safety Rating: Generally safe
Nashville is generally safe, but like any major city, it has areas with higher crime rates. Exercise caution in less touristy areas, especially at night.
Important Precautions:
- • Keep valuables secure
- • Avoid walking alone at night in less touristy areas
- • Use reputable taxi or rideshare services
Getting there
By air
- Nashville International Airport • 12 km from city center
By train
Nashville Union Station
By bus
Greyhound Bus Station
Getting around
Public transport
The bus system covers most of the city, with frequent routes and affordable fares.
Taxis
Available • Apps: Uber, Lyft
Rentals
Car, Bike, Scooter
Neighborhoods
Downtown
The Gulch
12 South
Day trips
Franklin
30 km (18 miles) • Half day to full day
A charming historic town with Civil War sites, antique shops, and a vibrant food scene.
Lynnville
65 km (40 miles) • Full day
A small town with a beautiful lake and outdoor activities, perfect for a relaxing day trip.
Festivals
CMA Fest • June
Nashville Film Festival • October
Pro tips
- Visit the Country Music Hall of Fame early in the morning to avoid crowds
- Explore the street art in The Gulch and 12 South neighborhoods
- Try hot chicken from multiple spots to compare the flavors
- Take a stroll along the Cumberland River for beautiful views of the city
- Check out live music on Broadway, especially on weekends
From $25
per person
Price varies by option
Secure booking
Free cancellation available
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